Reactivity of [1]benzothieno[3,2-b][1]benzothiophene

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F02%3A00006476" target="_blank" >RIV/60461373:22310/02:00006476 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Reactivity of [1]benzothieno[3,2-b][1]benzothiophene

Original language description

Electrophilic nitration, formylation and acetylation of the title heterocycle 1 were studied. Monosubstitution proceeds preferentially in position 2 and to a lesser extent in position 4. Lowering the reaction temperature substantially increases regioselectivity of nitration and acetylation. Substitution reactions of the 2-substituted derivatives of 1 led to the corresponding 2,7-disubstituted derivatives as major products. Formation of other regioisomers was also observed. Metallation of 1 with butyllithium preferably proceeds in position 1; subsequent reaction with N,N-dimethylformamide, carbon dioxide or iodine gives rise to corresponding 1-substituted derivatives. Long-chain 2,7-disubstitued derivatives exhibit liquid-crystalline properties.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

<a href="/en/project/GA106%2F00%2F0580" target="_blank" >GA106/00/0580: Next generation materials for LC-displays</a><br>

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2002

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Collection of Czechoslovak Chemical Communications

ISSN

0010-0765

e-ISSN

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Volume of the periodical

67

Issue of the periodical within the volume

3

Country of publishing house

CZ - CZECH REPUBLIC

Number of pages

20

Pages from-to

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UT code for WoS article

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EID of the result in the Scopus database

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